A unique tetrasaccharide
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Product Type

Biochemicals
Carbohydrates
Natural Products
Microbial Metabolites

Research Area

Actinotetraose Hexatiglate

Item No. 19434

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
O-3,4-bis-O-[(2E)-2-methyl-1-oxo-2-buten-1-yl]-β-D-glucopyranosyl-(1→2)-6-O-[(2E)-2-methyl-1-oxo-2-buten-1-yl]-α-D-glucopyranosyl-(1→2)-α-D-glucopyranoside, 2-[(2E)-2-methyl-2-butenoate
CAS Number
216590-44-2
Synonyms
  • Tigloside
Molecular Formula
C54H78O27
Formula Weight
1159.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly soluble: 0.1-1 mg/ml
SMILES
O[C@H]1[C@H](O)[C@@H](COC(/C(C)=C/C)=O)O[C@H](O[C@]2([H])[C@H](O[C@]3([H])O[C@H](CO)[C@@H](OC(/C(C)=C/C)=O)[C@H](OC(/C(C)=C/C)=O)[C@H]3O)[C@@H](O)[C@H](O)[C@@H](COC(/C(C)=C/C)=O)O2)[C@@H]1O[C@@]4([H])[C@H](O)[C@@H](OC(/C(C)=C/C)=O)[C@H](OC(/C(C)=C/C)=O)[C@@H](CO)O4
InChi Code
InChI=1S/C54H78O27/c1-13-23(7)45(63)69-21-31-33(57)35(59)43(79-51-37(61)41(77-49(67)27(11)17-5)39(29(19-55)71-51)75-47(65)25(9)15-3)53(73-31)81-54-44(36(60)34(58)32(74-54)22-70-46(64)24(8)14-2)80-52-38(62)42(78-50(68)28(12)18-6)40(30(20-56)72-52)76-48(66)26(10)16-4/h13-18,29-44,51-62H,19-22H2,1-12H3/b23-13+,24-14+,25-15+,26-16+,27-17+,28-18+/t29-,30-,31-,32-,33-,34-,35+,36+,37-,38-,39-,40-,41-,42-,43-,44-,51+,52+,53-,54-/m1/s1
InChi Key
BHAUYHDLIURVPC-ZNKXWPPQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $183

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    5 mg

    $634

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    Product Description

    Actinotetraose hexatiglate is a unique tetrasaccharide with six tiglate esters that was isolated from an Amycolatopsis culture.1 The sugar is distinguished by a two-fold axis of symmetry and is a co-metabolite of quinaldopeptin, a cytotoxic antibiotic with anthelmintic activity.1 The biological role of this metabolite is not known but is suspected to lack antimicrobial activity.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rickards, R.W., Rothschild, J.M., and Lacey, E. Structure of actinotetraose hexatiglate, a unique glucotetraose from an actinomycete bacterium. J. Antibiot. (Tokyo) 51(12), 1093-1098 (1998).